P-[Tetrahydropyran-2-yloxy]phenylacetylene

Base Information

• Chemical Name: P-[Tetrahydropyran-2-yloxy]phenylacetylene
• CAS No.: 119754-16-4
• Molecular Formula: C13H14 O2
• Molecular Weight: 202.253
• DSSTox Substance ID: DTXSID201280835
• Nikkaji Number: J2.928.267F
• Mol file: 119754-16-4.mol

Synonyms:2-(4-ethynylphenoxy)oxane;119754-16-4;P-[TETRAHYDROPYRAN-2-YLOXY]PHENYLACETYLENE;4-Tetrahydropyranyloxyphenylacetylene;2-(4-Ethynylphenoxy)tetrahydro-2H-pyran;SCHEMBL673267;YYHAIPWLSCABJG-UHFFFAOYSA-N;DTXSID201280835

Chemical Property of P-[Tetrahydropyran-2-yloxy]phenylacetylene

Chemical Property:

• PSA: 18.46000
• LogP: 2.57330
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 202.099379685
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)OC2CCCCO2

Technology Process of P-[Tetrahydropyran-2-yloxy]phenylacetylene

There total 11 articles about P-[Tetrahydropyran-2-yloxy]phenylacetylene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

trimethyl{[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethynyl}silane (150508-72-8) → [4-(tetrahydropyran-2-yloxy)phenyl]ethyne (119754-16-4)

Guidance literature:

With methanol; potassium fluoride; at 20 ℃; for 4h;

Reference yield: 77.9%

1-[(tetrahydro-2H-pyran-2-yl)oxy]-4-[3-hydroxy-3-methylbut-1-ynyl]benzene (119754-13-1) → [4-(tetrahydropyran-2-yloxy)phenyl]ethyne (119754-16-4)

Guidance literature:

With potassium hydroxide; In toluene; for 1h; Heating;

DOI:10.1016/j.tet.2008.02.013

Reference yield:

4-[(tetrahydro-2H-pyran-2-yl)oxy]iodobenzene (99522-34-6) → [4-(tetrahydropyran-2-yloxy)phenyl]ethyne (119754-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine; copper(I) iodide; palladium(II) chloride / triethylamine / 0.5 h / 50 °C

1.2: 93 percent / 5 h / 85 °C

2.1: 75.4 percent / potassium hydroxide / toluene / 6 h / 100 °C

With potassium hydroxide; copper(l) iodide; triphenylphosphine; palladium dichloride; triethylamine; In toluene;

upstream raw materials:

(bromomethyl)triphenyl phosphonium bromide

4-(tetrahydropyran-2-yloxy)benzaldehyde

1-[(tetrahydro-2H-pyran-2-yl)oxy]-4-[3-hydroxy-3-methylbut-1-ynyl]benzene

trimethyl{[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethynyl}silane

Downstream raw materials:

1,3-bis(4-tetrahydropyranyloxyphenylethynyl)benzene

CII-75

3-{2,5-dihexyl-4-[4-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-phenyl}-prop-2-yn-1-ol

2,5-bis[4-(tetrahydropyranyloxy)phenylethynyl]thiophene